Direct α‐Siladifluoromethylation of Lithium Enolates with Ruppert‐Prakash Reagent via CF Bond Activation |
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Authors: | Ryota Hashimoto Toshiaki Iida Dr Kohsuke Aikawa Prof Dr Shigekazu Ito Prof Dr Koichi Mikami |
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Institution: | Department of Applied Chemistry, Tokyo Institute of Technology, O‐okayama, Meguro‐ku, Tokyo 152‐8552 (Japan) |
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Abstract: | The direct α‐siladifluoromethylation of lithium enolates with the Ruppert–Prakash reagent (CF3TMS) is shown to construct the tertiary and quaternary carbon centers. The Ruppert–Prakash reagent, which is versatile for various trifluoromethylation as a trifluoromethyl anion (CF3?) equivalent, can be employed as a siladifluoromethyl cation (TMSCF2+) equivalent by C?F bond activation due to the strong interaction between lithium and fluorine atoms. |
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Keywords: | C F activation difluoromethylation lithium enolate Ruppert– Prakash reagent umpolung |
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